Also for those 6 years, we rented out our basement so I do have experience working with renters.So now with all my background information out of the way, my question is - In forming a business and writing my business plan, do I combine my two goals into one company?

Cleaning to me is  a separate line item, but combined at tax time with maintenance.Repairs are unexpected and sometimes partial.  

To each their own.There's also the other angle, which is to legalize the illegal additions...In some cases (like where they added an extra room) it might just be a matter of backtracking a little bit and going through the city's process of pulling permits, providing drawings, inspections etc....In other cases - like if the house is zoned SFH and functioning as a multi unit - you would need the city to rezone the property...If the neighborhood is predominantly zoned multi unit, then there's a decent chance the city would consider it.

The sweet spot seems to be between 4%-5% for total commission (combined BA + SA).  

The appliances are disgustingly filthy but everything functions. 

Damage reportsMy initial goal with this functionality is not to change the way the process happens if that makes sense.

Buffett’s returns appear to be neither luck nor magic, but, rather, reward for the use of leverage combined with a focus on cheap, safe, quality stocks.

I pay my project managers a combination of salary and commission (a piece of all profits), so the more projects I do -- and the more successful they are -- the more money the project manager makes.In a typical year, I might spend $500K-$1M in labor costs. 

Avoid any conversation about your ability to buy by deflecting his questions and using your "partner" as the source if he presses you.If you have some ideas of values for similar properties in the area then you might make him an offer at a discount to what the current value is under the guise of its functional obsolescence.

If the windows have broken glass and the furnace is old but functional, I would replace both.